Sodium borohydride → Ethyl 3-[3-(1-hydroxyhexyl)-4-methoxyphenyl)propanoate

HRID 1455692Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1455692
[BH4-].[Na+].[CH2:3]([O:5][C:6](=[O:24])[CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[C:11]([C:17](=[O:23])[CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])[CH:10]=1)[CH3:4]>C(O)C>[CH2:3]([O:5][C:6](=[O:24])[CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[C:11]([CH:17]([OH:23])[CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])[CH:10]=1)[CH3:4]

Komponenten

4

Edukt 2

HCID 4311764Sodium borohydrideHCID 69051926Ethyl 3-(3-hexanoyl-4-methoxyphenyl)propanoate

Produkt 1

HCID 69619229Ethyl 3-[3-(1-hydroxyhexyl)-4-methoxyphenyl)propanoateAusbeute 94 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

NaBH4 (7.6 g; 0.2 mol) is added in small amounts to 61 g (0.2 mol) of ethyl3-(3-hexanoyl-4-methoxyphenyl)propanoate, as a solution in 500 ml of ethanol. The mixture is heated for 1 hour at 80° C. After 16 hours at room temperature, the mixture is concentrated under vacuum and poured into saturated sodium chloride solution. The resulting mixture is extracted with ether and the organic phase is dried over sodium sulfate. Evaporation of the solvents gives 58 g of product in a 94% yield.

Aufarbeitung

  1. concentrationthe mixture is concentrated under vacuum
  2. additionpoured into saturated sodium chloride solution
  3. extractionThe resulting mixture is extracted with ether
  4. dry with materialthe organic phase is dried over sodium sulfate
  5. customEvaporation of the solvents

Quellen und Nachweise

ORD-Eintrag
ord-e655434542f747a2b693002df7d4469e
Quelldatensatz
uspto-grants-2009_01
Patentnummer
US07482484B2

Notizen zur Reaktion

Wird geladen…